320 Simonton Street,
Key West,
Florida,
United States,
33040,
Florida
-
Steps from Mallory Square
Perfect
9.1
/10
4.7
/5
Loved by guests
Tranquil environment
Helpful staff
Beautiful rooms
Excellent breakfast
Simonton Court Historic Inn & Cottages - An adults-only oasis with four pools, historic cottages, and tropical gardens in Old Town
Set on two meticulously landscaped acres in Old Town, this Key West hotel features four shimmering pools surrounded by flowering vines and palm fronds. The property encompasses restored Victorian and Conch architecture, including 1880s cigar workers' cottages and a historic mansion. Simonton Court Historic Inn & Cottages offers 30 unique rooms across five buildings, with accommodations ranging from petite queens to two-story cottages with lofts. The cottages showcase exposed Dade County pine, wood floors, and private porches with swings and rocking chairs. Guest rooms include air conditioning, minibars, and tea/coffee facilities, while some units feature pool views or direct pool access. A complimentary continental breakfast is served daily, and the property maintains an honor bar. Located just off Duval Street, Simonton Court places guests within 0.5 miles of Mallory Square, Key West Aquarium, and the Truman Little White House.
Pros
Four 24-hour swimming pools accessible to all guests
Private porches with swings and rocking chairs in cottage accommodations
Complimentary welcome drinks and daily continental breakfast
Secluded tropical gardens with brick pathways
Cons
Adults-only policy excludes families with children under 18
Limited on-site dining options beyond breakfast service
“This adults-only inn, discreetly nestled just off Duval Street, feels like a secret garden blooming in the heart of Old Town. I appreciate the blend of Victorian architecture and lush tropical landscaping, along with the four pools that invite relaxation at any hour. It's a distinct, tranquil home base for exploring Key West's historic sites.”
Charlotte EvansHead of Editorial at Hotelsdowntown
View all
Select room type
Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.
Cottage
2 persons
1 King-size bed
Air conditioning
room details
Deluxe King Room
2 persons
1 King-size bed
Air conditioning
room details
King Suite Pool View
2 persons
1 King-size bed
Air conditioning
room details
Queen Room
2 persons
1 King-size bed
Air conditioning
room details
Click button to see more rooms
Show all rooms
Show all roomsLess
Check Availability & Prices
Find the best rates for your travel dates now!
Facilities
Hotel has comfortable rooms, premium services, and a prime downtown location
General
Non-smoking rooms
Free Wi-Fi
On-site car park
Safe deposit box
24-hour reception
No pets allowed
Security
Adults only
Luggage storage
Vending machines
Smoke detectors
Fire extinguishers
Sports & Fitness
Diving
Snorkelling
Canoeing
Cycling
Golf course
Fishing
Services
Housekeeping
Laundry
Dry cleaning
Tours/Ticket assistance
Grocery shopping service
Business
Fax/Photocopying
Spa & Leisure
Outdoor swimming pool
Sun loungers
Garden area
Room features
Air conditioning
Mini-bar
Terrace
Garden furniture
Tea and coffee facilities
Ironing facilities
Show more
Location
320 Simonton Street,
Key West,
Florida,
United States,
33040,
Florida
Map view
320 Simonton Street,
Key West,
Florida,
United States,
33040,
Florida
City landmarks
Square
Mallory Square
2300 ft
Museum
The Ernest Hemingway Home and Museum
3500 ft
Museum
Truman Little White House
2100 ft
Landmark
Southernmost Point
5100 ft
Nature reserve
Key West Butterfly and Nature Conservatory
4900 ft
Cemetery
Key West Cemetery
3200 ft
Landmark
USCGC Ingham Maritime Museum
1.4
mi
Aquarium
Key West Aquarium
2100 ft
Museum
Key West Shipwreck Treasure Museum
2100 ft
Monument
Southernmost Point of the Continental US
1.0
mi
Museum
Florida Keys Eco-Discovery Center
4300 ft
Church
Saint Mary Star of the Sea
4000 ft
Nearby
Duval Street
Duval Street
1700 ft
511 Caroline St
Curry Mansion
700 ft
Event hall
San Carlos Institute Casa Cuba
1700 ft
Garden
Nancy Forrester's Secret Garden
1400 ft
Museum
Ripley's Believe It or Not
1700 ft
Gallery
The Studios of Key West
200 ft
Museum
Mel Fisher Maritime Heritage Museum
1800 ft
Garden
Audubon House and Tropical Gardens
1700 ft
Mallory Square between Whitehead and Wall sts.
Memorial Sculpture Garden
2100 ft
Church
Saint Paul's Episcopal Church of Key West
600 ft
322 Duval St
The Oldest House
600 ft
Square
Key West-Florida Keys Historical Military Memorial
1700 ft
Gallery
7 Artists & Friends Gallery
600 ft
490 Whitehead St
US 1 Mile Marker 0
1600 ft
534 Fleming St
KEPart Studio-Gallery
700 ft
Gallery
Gallery on Greene
800 ft
410 Caroline St Between Duval and Whitehead Streets
Key West Pirates Well
900 ft
519 Duval St
Peter Lik Gallery Key West
1000 ft
Restaurants
Hard Rock Cafe
800 ft
313 Duval St
Fogarty's
1000 ft
227 Duval St
Fat Tuesday
700 ft
305 Duval St
Faustos Food Palace
800 ft
522 Fleming St
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Mallory Square
9 minutes' walk
A vibrant waterfront plaza known for sunset celebrations, featuring local artists and live performers, perfect for family fun.
The Ernest Hemingway Home and Museum
13 minutes' walk
The former residence of author Ernest Hemingway, offering guided tours and iconic six-toed cats in a lush garden setting.
Truman Little White House
8 minutes' walk
The historic retreat of President Harry S. Truman, showcasing preserved artifacts and offers insightful guided tours.
Key West Butterfly and Nature Conservatory
18 minutes' walk
A tropical haven teeming with free-flying butterflies and exotic birds, featuring unique garden trails and educational presentations.
Snorkeling Adventures
0 minutes' drive
Guided snorkeling trips available nearby, showcasing colorful reefs and marine life, suitable for all skill levels.
Yoga on the Beach
5 minutes driving
Relaxing beach yoga sessions suitable for all abilities, available mornings at nearby beaches, often requiring prior booking.
Bike Rentals
3 minutes' walk
Easily accessible bike rentals to explore Key West's scenic routes and hidden gems at your own pace.
Hard Rock Cafe
3 minutes' walk
Familiar American chain offering burgers and memorabilia in a vibrant setting, known for its friendly atmosphere.
Fogarty's
4 minutes' walk
Relaxed eatery serving fresh seafood and steak with a lively bar atmosphere, perfect for families and couples alike.
Fat Tuesday
3 minutes' walk
Casual spot specializing in frozen cocktails and New Orleans-inspired fare, great for a fun, laid-back dining experience.
Sloppy Joe's Bar
5 minutes' walk
Iconic bar featuring live music and a lively atmosphere each night, a must-visit for those seeking local nightlife.
Key West Theater
3 minutes' drive
Local theater showcasing a variety of performances, including music and comedy, promoting a vibrant arts scene.
Key West's Sunset Celebration
9 minutes' walk
Nightly gathering at Mallory Square featuring street performers and artisan vendors, an unforgettable family-friendly experience.
Getting around
City Centre
Key West26 min
·
1.3
mi
Airports
Key West International Airport (EYW)10 min
·
3.9
mi
Unlock Exclusive Early Booking Rates
Plan ahead and get special discounts now!
Check Rates
Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site (reservation might be needed) at USD 30 per day.
Internet
is available in public areas for free.
Breakfast
At the hotel Simonton Court Historic Inn & Cottages guests are invited to a full breakfast served for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are not allowed.
Number of rooms:
30
Former name
simonton court historic inn & guesthouse
FAQs
About Simonton Court Historic Inn & Cottages
What is the check-in and check-out time at Simonton Court Historic Inn & Cottages?
Check-in is at 15:00 and check-out is at 11:00.
What is the distance from Simonton Court Historic Inn & Cottages to the Southernmost Point?
The Southernmost Point of the continental United States is a 5-minute drive from the inn.
Is there parking available at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, and a reservation is needed.
What amenities are available in the rooms at Simonton Court Historic Inn & Cottages?
Rooms include Wi-Fi, air conditioning, a multi-channel TV, a refrigerator, and a balcony or patio.
What dining options does Simonton Court Historic Inn & Cottages provide?
A complimentary light continental breakfast is included for all guests.
What amenities are provided for recreation at Simonton Court Historic Inn & Cottages?
Guests can enjoy four outdoor pools, bicycle rentals, and beautiful gardens.
What is the nearest airport to Simonton Court Historic Inn & Cottages?
The hotel is approximately 4 km from Key West International Airport.
What attractions are nearby Simonton Court Historic Inn & Cottages?
Nearby attractions include the Ernest Hemingway Home and Museum (3 minutes by car) and Mallory Square (2 minutes by car).
What languages do the staff at Simonton Court Historic Inn & Cottages speak?
The staff are fluent in English.
Does Simonton Court Historic Inn & Cottages provide services for guests' convenience?
The hotel offers a daily housekeeping service and a concierge service.